CHEBI:66051 - hyemaloside A

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name hyemaloside A
ChEBI ID CHEBI:66051
Definition A β-D-glucoside compound having galloyl groups at positions 2, 3 and 6 and a 4-hydroxyphenyl substituent at the 1-position. Isolated from Eugenia hyemalis, it exhibits inhibitory activity against HIV-1.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C33H28O19
Net Charge 0
Average Mass 728.56400
Monoisotopic Mass 728.12248
InChI InChI=1S/C33H28O19/c34-15-1-3-16(4-2-15)49-33-29(52-32(47)14-9-21(39)26(43)22(40)10-14)28(51-31(46)13-7-19(37)25(42)20(38)8-13)27(44)23(50-33)11-48-30(45)12-5-17(35)24(41)18(36)6-12/h1-10,23,27-29,33-44H,11H2/t23-,27-,28+,29-,33-/m1/s1
InChIKey DTLDDZWHEMEXCO-ILYYIXHASA-N
SMILES O[C@@H]1[C@@H](COC(=O)c2cc(O)c(O)c(O)c2)O[C@@H](Oc2ccc(O)cc2)[C@H](OC(=O)c2cc(O)c(O)c(O)c2)[C@H]1OC(=O)c1cc(O)c(O)c(O)c1
Metabolite of Species Details
Eugenia hyemalis (IPNI:594680-1) Found in whole plant (BTO:0001461). Whole plant without roots See: PubMed
Roles Classification
Biological Role(s): EC 3.1.26.13 (retroviral ribonuclease H) inhibitor
An inhibitor of ribonuclease H (EC 3.1.26.13), an enzyme required for specific hydrolysis of the RNA strand of an RNA/DNA hybrid.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing hyemaloside A (CHEBI:66051) has functional parent hydroquinone O-β-D-glucopyranoside (CHEBI:18305)
hyemaloside A (CHEBI:66051) has role EC 3.1.26.13 (retroviral ribonuclease H) inhibitor (CHEBI:52629)
hyemaloside A (CHEBI:66051) has role metabolite (CHEBI:25212)
hyemaloside A (CHEBI:66051) is a β-D-glucoside (CHEBI:22798)
hyemaloside A (CHEBI:66051) is a gallate ester (CHEBI:37576)
IUPAC Name
4-hydroxyphenyl 2,3,6-tris-O-(3,4,5-trihydroxybenzoyl)-β-D-glucopyranoside
Synonym Source
2,3,6-tri-O-galloylarbutin ChEBI
Registry Number Type Source
19205163 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
18763827 PubMed citation Europe PMC
Last Modified
26 February 2013